ChemicalBook > CAS DataBase List > 1-Adamantanecarboxylic acid

1-Adamantanecarboxylic acid

Product Name
1-Adamantanecarboxylic acid
CAS No.
828-51-3
Chemical Name
1-Adamantanecarboxylic acid
Synonyms
ADAMANTANE-1-CARBOXYLIC ACID;1-Adamantyl Carboxylic Acid;Adamantoic acid;1-AdamantanecarboxyL;adamantanecarboxylic acid;1-Adamantanecarboxylic;Adamantane-1-carboxylic acid 99%;Saxaint-K;AKOS BC-0655;1-ADAMANTOIC ACID
CBNumber
CB3145173
Molecular Formula
C11H16O2
Formula Weight
180.24
MOL File
828-51-3.mol
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1-Adamantanecarboxylic acid Property

Melting point:
172-174 °C (lit.)
Boiling point:
253.08°C (rough estimate)
Density 
0.9976 (rough estimate)
refractive index 
1.4910 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform, Methanol (Slightly)
pka
4.86±0.20(Predicted)
form 
Crystalline Powder
color 
White to off-white
Water Solubility 
Insoluble in water. Solubility in methanol gives very faint turbidity. Soluble in ethanol, chloroform, and dichloromethane.
BRN 
1910637
InChI
InChI=1S/C11H16O2/c12-10(13)11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2,(H,12,13)
InChIKey
JIMXXGFJRDUSRO-UHFFFAOYSA-N
SMILES
C12(C(O)=O)CC3CC(CC(C3)C1)C2
CAS DataBase Reference
828-51-3(CAS DataBase Reference)
NIST Chemistry Reference
Adamantane-1-carboxylic acid(828-51-3)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
RTECS 
AU4452200
Hazard Note 
Irritant
HS Code 
29162000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
106399
Product name
1-Adamantanecarboxylic acid
Purity
99%
Packaging
25g
Price
$71.9
Updated
2024/03/01
Sigma-Aldrich
Product number
106399
Product name
1-Adamantanecarboxylic acid
Purity
99%
Packaging
100g
Price
$114
Updated
2024/03/01
TCI Chemical
Product number
A0742
Product name
1-Adamantanecarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$26
Updated
2024/03/01
TCI Chemical
Product number
A0742
Product name
1-Adamantanecarboxylic Acid
Purity
>98.0%(GC)(T)
Packaging
100g
Price
$75
Updated
2024/03/01
Alfa Aesar
Product number
A12959
Product name
Adamantane-1-carboxylic acid, 99%
Packaging
25g
Price
$59.65
Updated
2024/03/01
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1-Adamantanecarboxylic acid Chemical Properties,Usage,Production

Chemical Properties

white to off-white crystalline powder

Uses

Adamantoic Acid is an inhibitor of chorismate mutase activity and hydroxyphenylpyruvate synthase. It inhibits TTR conformational changes facilitating amyloid fibril formation.

Uses

It can be used as a stabilizer in the synthesis of monodisperse, highly crystalline CoPt3 nanoparticles1 and porous platinum nanoparticles. It is a potent and reversible CerK inhibitor.

Uses

1-Adamantanecarboxylic acid can be used as:

  • A stabilizer in the synthesis of monodisperse, highly crystalline CoPt3?nanoparticles and porous platinum nanoparticles.
  • An additive in polycondensation reactions to yield conjugated polymers as possible optoelectronic materials.
  • An additive in the allylic substitution reaction, which is catalyzed by palladium in an aqueous medium.

Synthesis Reference(s)

Synthetic Communications, 18, p. 545, 1988 DOI: 10.1080/00397918808060749

Biochem/physiol Actions

1-Adamantanecarboxylic acid undergoes complexation reactions with cyclohexaamylose. It is an inhibitor of phenyl ester hydrolysis of cycloheptaamylose.

Purification Methods

Possible impurities are trimethylacetic acid and C9 and C13 acids. Dissolve 15g of the acid in CCl4 (300mL) and shake with 110mL of 15N aqueous NH3 whereby the ammonium salt separates and is collected. Acid impurities form soluble ammonium salts. The salt is washed with cold Me2CO (20mL) and suspended in H2O (250mL). This is treated with 12N HCl and extracted with CHCl3 (100mL). The dried (Na2SO4) extract was evaporated and the residue was recrystallised from a mixture of MeOH (30mL) and H2O (ca 10mL) to give the pure acid (10-11g). [Koch & Haaf Org Synth Coll Vol V 20 1973.] It was also recrystallised from absolute EtOH and dried under vacuum at 100o. Alternatively, the acid (5g) is refluxed for 2hours with 15mL of MeOH and 2mL of 98% H2SO4 (cool when mixing this solution). Pour into 10 volumes of H2O and extract with the minimum volume of CHCl3 to give clear separation of phases. The extract is washed with H2O, dried (CaCl2) and distilled. The methyl ester is collected at 77-79o/1mm, m 38-39o. The ester is hydrolysed with the calculated amount of N KOH and refluxed until clear. Acidification with HCl provides the pure acid with 90% recovery. The amide crystallises from cyclohexane, m 189o. [Stetter et al. Chem Ber 92 1629 1959.] [Beilstein 9 IV 253.]

1-Adamantanecarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

1-Adamantanemethylamine 1-Adamantanecarbonyl chloride
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View Lastest Price from 1-Adamantanecarboxylic acid manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
1-Adamantanecarboxylic acid 828-51-3
Price
US $99.00-66.00/kg
Min. Order
0.001kg
Purity
99%
Supply Ability
5000
Release date
2024-08-09
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
1-Adamantanecarboxylic acid 828-51-3
Price
US $100.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-04-23
Hebei Weibang Biotechnology Co., Ltd
Product
1-Adamantanecarboxylic acid 828-51-3
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 mt
Release date
2024-11-14

828-51-3, 1-Adamantanecarboxylic acidRelated Search:

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